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Check prices for these dates

Next weekend
11 Rab. II - 13 Rab. II
In two weeks
18 Rab. II - 20 Rab. II
In one month
2 Jum. I - 4 Jum. I
In two months
30 Jum. I - 1 Jum. II

Compare 9914 Villas in Winter Garden with updated reviews, rates, and availability.

Lakeview Luxury Villa with Everything
Pool

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (338)
"Sounds good and looks good on paper but1. You Pay Extra for Pool/Spa Heating! a lot extra!2. The property was ill decorated and had many issues from leaking ceilings to broken shower heads and lights falling their housing, to name but a few of the many many issues encountered3. I could go on complaining about minor issues but I will end with.....My personal advice, with hindsight, isStay in Disney Hotel for the period you wish to visit Disney and then find a cheap place to lay your weary head...
Lakeview Luxury Villa with Everything
Modern Luxury Villa with Everything
Pool

Modern Luxury Villa with Everything

9.8 out of 10, Exceptional, (388)
"Had everything we could possibly need. Watched March Madness in movie room. Several of the teen boys spent the week fishing at all the little lakez"
Modern Luxury Villa with Everything
Lakeview Luxury Villa with Everything
Pool

Lakeview Luxury Villa with Everything

10.0 out of 10, Exceptional, (78)
"Had a terrific time. Everything was as described. Beds were very comfortable. Family of 12, aged 2 to 63. The children loved the game room and the pool. There was plenty of room for us all without feeling crowded. "
Lakeview Luxury Villa with Everything
Ultimate Lakeview Villa with Everything!
Pool

Ultimate Lakeview Villa with Everything!

9.8 out of 10, Exceptional, (338)
"We’d absolutely stay here again!"
Ultimate Lakeview Villa with Everything!
Modern Luxury Villa with Everything
Pool

Modern Luxury Villa with Everything

9.6 out of 10, Exceptional, (213)
"House was beautiful and had something for everyone. Very clean and spacious. Kids loved the game room and theatre. Entrance gate is terrible and didn’t work for anyone’s code. Would be nice to know that house is 1.5 miles from resort pool though."
Modern Luxury Villa with Everything
Ultimate Lakeview Villa with Everything!
Pool

Ultimate Lakeview Villa with Everything!

9.4 out of 10, Exceptional, (104)
"We had a wonderful stay! The house was exactly as it was described and had everything we needed for our big family get together. We loved the access to the clubhouse. Easy check in, great location and excellent communication with the property manager. Would definitely recommend! "
Ultimate Lakeview Villa with Everything!
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Smart TV, DVD player, books, stereo

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

9.6 out of 10, Exceptional, (110)
"Great place to stay!One small improvement would be a fridge with water dispenser.Would definitely book again "
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Adventure Villa - Beauty & Beast Dining -Themed & Customize Rooms - Private Pool
Outdoor pool, a heated pool

Adventure Villa - Beauty & Beast Dining -Themed & Customize Rooms - Private Pool

9.8 out of 10, Exceptional, (221)
"Very nice place. It was very clean looks just like the pictures on the website . We had a great time. My son absolutely loved the Star Wars themed room!!! My daughter thought the frozen room was too kiddy ( but she 11 going on 15). So she took over the Harry Potter room. The ice maker was leaking a little and the washer broke while we were there both happened the night before we were leaving, we contacted the manager ( a little confusion on whom to speak with) they called us back and said...
Adventure Villa - Beauty & Beast Dining -Themed & Customize Rooms - Private Pool
JUST REMODELED!! 3BR/2BR Chic Villa Near Disney UNIT A
Fridge, microwave, oven, stovetop

JUST REMODELED!! 3BR/2BR Chic Villa Near Disney UNIT A

9.6 out of 10, Exceptional, (104)
"Great place for a week! Only complaint would be that there was no extra supplies.( toilet paper, wash cloth, garbage bags, tissues and no extra towels) Bring your own swim towels too!! Walmart was only 5-10 minutes from the house so it was a big deal! The pool and pool deck are both nicely maintained. Definitely would stay again if ever I was in the area."
JUST REMODELED!! 3BR/2BR Chic Villa Near Disney UNIT A
Luxury 7 bedroom Villa on the gated Bellavida Resort, close to everything Disney
Outdoor pool, a heated pool

Luxury 7 bedroom Villa on the gated Bellavida Resort, close to everything Disney

2.0 star property
8.0 out of 10, Very Good, (7)
"Nice house"
Luxury 7 bedroom Villa on the gated Bellavida Resort, close to everything Disney
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
Pool

4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192

10.0 out of 10, Exceptional, (275)
"Very close to Disney parks. Clean. Large rooms. Worked out very well for 4 adults and 3 kids ages 2-5"
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
Beautiful lake view villa
Outdoor pool, a heated pool

Beautiful lake view villa

9.2 out of 10, Wonderful, (74)
"Great place "
Beautiful lake view villa
A 6 Bedroom Home at Solterra Resort with Pool & Spa with a Nice Lake View!
Outdoor pool, a heated pool

A 6 Bedroom Home at Solterra Resort with Pool & Spa with a Nice Lake View!

9.4 out of 10, Exceptional, (85)
"Our 9 night stay as a family was fantastic! We are a group of 6 adults and 3 kids ranging in age from 10-14. The feature we loved most was the set up of this home with the three master suites and the spaciousness of all the rooms. Pool and hot tub were great and worked flawlessly. We spent a fair amount of time at the resort pool as well, which we all enjoyed. The only items we were really missing and could have used more of were towels and just extra blankets. Absolutely zero issues with host,...
A 6 Bedroom Home at Solterra Resort with Pool & Spa with a Nice Lake View!
Modern Villa less than 10 minutes from Disney
Outdoor pool, a heated pool

Modern Villa less than 10 minutes from Disney

10.0 out of 10, Exceptional, (109)
"We had a wonderful stay at this house. We didn't do too much outside of the resort because the warm pool and hot tub, plus the community pool and courts gave us plenty of places to go. We enjoyed walking in the community as well and there were some cute little parks. Families with littles should check out the castle park!The home was huge, clean, and had everything we wanted. We can't complain about a thing. Thanks Chris for everything you did for us, and providing a wonderful vacation home!"
Modern Villa less than 10 minutes from Disney
Ultimate New Encore Home Modern Furnishings Throughout
A heated pool

Ultimate New Encore Home Modern Furnishings Throughout

8.4 out of 10, Very Good, (26)
"Myself and 11 others travel south each what for Speedweeks in Daytona. We stay in the Kissimmee area because there is so much to do. This was our 4th year and by far our favorite house we have stayed in. The house was clean and just like the picture. The backyard had plenty of room for all of us to relax and just chill out. Great home!!!"
Ultimate New Encore Home Modern Furnishings Throughout
NEW LISTING! 4 Bed/4 Bath Home W/ South Facing Pool And Game room with A/C
Pool

NEW LISTING! 4 Bed/4 Bath Home W/ South Facing Pool And Game room with A/C

9.8 out of 10, Exceptional, (151)
"This has been the best property we have ever stayed at. I cannot express how impressed I was with the cleanliness of this home and just how nice everything was this property. Our 15 year-old and 11-year-old sons loved having their own bedrooms with TV and it was so nice to be able to come back every day and hop in a warm pool and hot tub that we had all to ourselves. The game room entertained us many nights with the pool table and air hockey. We loved the neighborhood and being able to walk to...
NEW LISTING! 4 Bed/4 Bath Home W/ South Facing Pool And Game room with A/C
****** Close to Disney and Universal*******
Exterior

****** Close to Disney and Universal*******

9.8 out of 10, Exceptional, (94)
"This is a great property!The price is much more affordable than other comparable properties. The unit is clean and well cared for, the amenities of the pool, playground and clubhouse were a welcome break from the Disney parks. Speaking of parks, you are in closer proximity, only takes about 15 minutes to get there, as well as shopping opportunities are close.The communication from the owner is fantastic, and if you are a first responder you get a great deal.The only small notes are the oven is a...
****** Close to Disney and Universal*******
Spacious 7-Bedroom Home at Bella Vida Resort with Conservation View
Interior

Spacious 7-Bedroom Home at Bella Vida Resort with Conservation View

Spacious 7-Bedroom Home at Bella Vida Resort with Conservation View
Our DisneyDreamVilla - Salt water pool! Only minutes to DisneyWorld!!!
Outdoor pool, a heated pool

Our DisneyDreamVilla - Salt water pool! Only minutes to DisneyWorld!!!

10.0 out of 10, Exceptional, (226)
"We loved the size of the house and the spacious pool area. We were close to everywhere we wanted to go. We also liked the gated community feel for security. Everyone had their own bedroom and bathroom. It met all our needs and was a great place to stay for our family Spring Break vacation! "
Our DisneyDreamVilla - Salt water pool! Only minutes to DisneyWorld!!!
Awesome Movie Themed 6 Bedroom Villa, Private Pool/Spa in Gated Resort
A heated pool

Awesome Movie Themed 6 Bedroom Villa, Private Pool/Spa in Gated Resort

8.4 out of 10, Very Good, (15)
"We had a group of 14 and we had plenty of space for everyone. House provided for all of our basic needs. Location was great!"
Awesome Movie Themed 6 Bedroom Villa, Private Pool/Spa in Gated Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Winter Garden

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1840)
"Like the layout of the room, was good value for the money "
The price is SAR 306
SAR 411 total
includes taxes & fees
16 Apr - 17 Apr
Vacation Village at Parkway
Lake Buena Vista Resort Village & Spa
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very Good, (8458)
"Rooms were great"
The price is SAR 419
SAR 582 total
includes taxes & fees
3 Apr - 4 Apr
Lake Buena Vista Resort Village & Spa
Summer Bay Orlando by Exploria Resorts
5 outdoor pools

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5270)
"We had a blast staying at SummerBay for a week with 3 teenagers. The property is well landscaped and has beautiful pools. They have basketball and pickleball courts, pool table, and mini golf. The food was reasonably priced and the staff friendly. Anytime we needed something for our room, they quickly helped. Lots of local food nearby. We loved the food trucks across the street. We will definitely be back! "
The price is SAR 439
SAR 612 total
includes taxes & fees
1 May - 2 May
Summer Bay Orlando by Exploria Resorts
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do villas in Winter Garden cost?
Villas in Winter Garden cost between and per night. These stays offer the privacy to enjoy your own space at a price that’s gentle to your wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your villa in Winter Garden with Expedia?
With Expedia, it’s easy to find your ideal villa in Winter Garden. Traveling with the kids? Use our helpful filters to search for stays with amenities like a pool and WiFi. If you have a budget, choose how much you’re willing to spend and your preferred star rating. We’ll help you find the right place in tune with your taste and style.
How can I find cheap villas in Winter Garden?
A great way to get cheap villas in Winter Garden is with Expedia’s convenient filter tool. Refine your search results by star rating, budget and amenities to grab awesome bargains in only a click or two.